title: Synthesis of novel benzo[4,5]thiazolo[1,2-a]pyrimidine-3-carboxylate derivatives and biological evaluation as potential anticancer agents.
abstract: A novel series of building blocks consisting of benzo[4,5]thiazolo[1,2-a]pyrimidine-3-carboxylate have been synthesized as potential anticancer compounds. These compounds were prepared from 2-aminobenzothiazole, benzaldehyde and ethyl acetoacetate in ethylene glycol by catalysing with TBAHS to give benzo[4,5]thiazo[1,2-a]pyrimidine derivative 4 followed by the formation of amide by reaction with several secondary amines in good yields. The cytotoxicity of these compounds was evaluated against human cancer cell lines in vitro (A549, HeLa, MDA-MB-231 and MCF-7). Compound 5b exhibited promising cytotoxicity with IC₅₀ values of 0.58 and 1.58 μM specifically against human breast adenocarcinoma cell lines, MCF-7 and MDA-MB-231, while compound 5a showed promising cytotoxicity against MDA-MB-231 (IC₅₀ value of 5.01 μM).
authors.affiliation: Organic Chemistry Division II, Indian Institute of Chemical Technology (CSIR), Tarnaka, Hyderabad 500007, India. Electronic address: lnagarapuiict@yahoo.com.
authors.forename: Lingaiah
authors.initials: L
authors.lastname: Nagarapu
authors.forename: Satheeshvarma
authors.initials: S
authors.lastname: Vanaparthi
authors.forename: Rajashaker
authors.initials: R
authors.lastname: Bantu
authors.forename: C
authors.initials: C
authors.lastname: Ganesh Kumar
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D052160:Benzothiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006367:HeLa Cells; D006801:Humans; D061986:MCF-7 Cells; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C000589304:(2-methyl-4-phenyl-4H-benzo(4,5)thiazolo(3,2-a)pyrimidin-3-yl)(4-methylpiperazin-1-yl)methanone; D000970:Antineoplastic Agents; D052160:Benzothiazoles; D011743:Pyrimidines
keywords: Cytotoxicity; Growth inhibition; Human breast adenocarcinoma cell; Lung carcinoma A549 cell line; Pyrimidine-3-carboxylate